Title:
3-SUBSTITUTED URACIL COMPOUND, AGRICULTURAL AND HORTICULTURAL GERMICIDE, NEMATICIDE, AND MEDICAL AND ANIMAL ANTIFUNGAL AGENT
Document Type and Number:
WIPO Patent Application WO/2023/017699
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing: a 3-substituted uracil compound that has excellent germicidal/antimicrobial activity and excellent safety, while being industrially beneficially synthesized; and an agricultural/horticultural germicide containing the compound as an active ingredient. Further, the present invention addresses the problem of providing a nematicide containing the aforesaid compound as an active ingredient. Furthermore, the present invention addresses the problem of providing a medical and animal antifungal agent containing the aforesaid compound as an active ingredient. Provided is a compound represented by formula (I) or a salt thereof. In formula (1): Y represents an oxygen atom, etc.; X1 and X2 each independently represent a hydrogen atom, a halogeno group, a substituted or unsubstituted C1-6 alkyl group, etc.; X3 represents a group represented by RN1-CO-NRN2-, etc.; RN1 and RN2 each independently represent a hydrogen atom, a substituted or unsubstituted linear C1-6 alkyl group, etc.; A represents a substituted or unsubstituted C1-6 alkylene group, etc.; and Q represents a substituted or unsubstituted C6-10 aryl group, etc.
More Like This:
Inventors:
TERANISHI TAKAAKI (JP)
ISHIHARA TAKUMA (JP)
KUWAHARA RAITO (JP)
KAWASAKI TATSUHIRO (JP)
SAIGA TOMOYUKI (JP)
ISHIHARA TAKUMA (JP)
KUWAHARA RAITO (JP)
KAWASAKI TATSUHIRO (JP)
SAIGA TOMOYUKI (JP)
Application Number:
PCT/JP2022/027189
Publication Date:
February 16, 2023
Filing Date:
July 11, 2022
Export Citation:
Assignee:
NIPPON SODA CO (JP)
International Classes:
C07D239/54; A01N25/00; A01N43/54; A01N43/72; A01N43/78; A01N47/18; A01N47/38; A01P3/00; A01P5/00; A61K31/513; A61K31/5355; A61P31/10; C07D405/12; C07D407/12; C07D407/14; C07D409/12; C07D409/14; C07D413/12; C07D413/14; C07D417/12; C07D417/14
Domestic Patent References:
| WO2012047993A2 | 2012-04-12 | |||
| WO2021085389A1 | 2021-05-06 | |||
| WO2021149771A1 | 2021-07-29 | |||
| WO2019065483A1 | 2019-04-04 |
Foreign References:
| JPS55102572A | 1980-08-05 |
Other References:
GAO YA, CHEN YANMING, TIAN YAFENG, ZHAO YILAN, WU FENGSHOU, LUO XIAOGANG, JU XIULIAN, LIU GENYAN: "In silico study of 3-hydroxypyrimidine-2,4-diones as inhibitors of HIV RT-associated RNase H using molecular docking, molecular dynamics, 3D-QSAR, and pharmacophore models", NEW JOURNAL OF CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, GB, vol. 43, no. 43, 4 November 2019 (2019-11-04), GB , pages 17004 - 17017, XP093035028, ISSN: 1144-0546, DOI: 10.1039/C9NJ03353J
WANG LEI, TANG JING, HUBER ANDREW D., CASEY MARY C., KIRBY KAREN A., WILSON DANIEL J., KANKANALA JAYAKANTH, PARNIAK MICHAEL A., SA: "6-Biphenylmethyl-3-hydroxypyrimidine-2,4-diones potently and selectively inhibited HIV reverse transcriptase-associated RNase H", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 156, 1 August 2018 (2018-08-01), AMSTERDAM, NL , pages 680 - 691, XP093035026, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2018.07.035
DATABASE REGISTRY ANONYMOUS : "2,4(1H,3H)-Pyrimidinedione, 3-amino-6-methyl-1-(phenylmethyl)- (CA INDEX NAME) ", XP093035025, retrieved from STN
TANG JING, MADDALI KASTHURAIAH, METIFIOT MATHIEU, SHAM YUK Y., VINCE ROBERT, POMMIER YVES, WANG ZHENGQIANG: "3-Hydroxypyrimidine-2,4-diones as an Inhibitor Scaffold of HIV Integrase", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 54, no. 7, 14 April 2011 (2011-04-14), US , pages 2282 - 2292, XP093035021, ISSN: 0022-2623, DOI: 10.1021/jm1014378
TANG JING; DO HA T.; HUBER ANDREW D.; CASEY MARY C.; KIRBY KAREN A.; WILSON DANIEL J.; KANKANALA JAYAKANTH; PARNIAK MICHAEL A.; SA: "Pharmacophore-based design of novel 3-hydroxypyrimidine-2,4-dione subtypes as inhibitors of HIV reverse transcriptase-associated RNase H: Tolerance of a nonflexible linker", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 166, 1 January 1900 (1900-01-01), AMSTERDAM, NL , pages 390 - 399, XP085611007, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2019.01.081
CHAPMAN TIMOTHY M.; WALLACE CLAIRE; GILLEN KEVIN J.; BAKRANIA PREETI; KHURANA PUNEET; COOMBS PETER J.; FOX SIMON; BUREAU EMILIE A.: "N-Hydroxyimides and hydroxypyrimidinones as inhibitors of the DNA repair complex ERCC1 ", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 25, no. 19, 14 August 2015 (2015-08-14), Amsterdam NL , pages 4104 - 4108, XP029264268, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2015.08.024
TANG JING, MADDALI KASTHURAIAH, DREIS CHRISTINE D., SHAM YUK Y., VINCE ROBERT, POMMIER YVES, WANG ZHENGQIANG: "6-Benzoyl-3-hydroxypyrimidine-2,4-diones as dual inhibitors of HIV reverse transcriptase and integrase", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 21, no. 8, 1 April 2011 (2011-04-01), Amsterdam NL , pages 2400 - 2402, XP093035020, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2011.02.069
WANG LEI, TANG JING, HUBER ANDREW D., CASEY MARY C., KIRBY KAREN A., WILSON DANIEL J., KANKANALA JAYAKANTH, PARNIAK MICHAEL A., SA: "6-Biphenylmethyl-3-hydroxypyrimidine-2,4-diones potently and selectively inhibited HIV reverse transcriptase-associated RNase H", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 156, 1 August 2018 (2018-08-01), AMSTERDAM, NL , pages 680 - 691, XP093035026, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2018.07.035
DATABASE REGISTRY ANONYMOUS : "2,4(1H,3H)-Pyrimidinedione, 3-amino-6-methyl-1-(phenylmethyl)- (CA INDEX NAME) ", XP093035025, retrieved from STN
TANG JING, MADDALI KASTHURAIAH, METIFIOT MATHIEU, SHAM YUK Y., VINCE ROBERT, POMMIER YVES, WANG ZHENGQIANG: "3-Hydroxypyrimidine-2,4-diones as an Inhibitor Scaffold of HIV Integrase", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 54, no. 7, 14 April 2011 (2011-04-14), US , pages 2282 - 2292, XP093035021, ISSN: 0022-2623, DOI: 10.1021/jm1014378
TANG JING; DO HA T.; HUBER ANDREW D.; CASEY MARY C.; KIRBY KAREN A.; WILSON DANIEL J.; KANKANALA JAYAKANTH; PARNIAK MICHAEL A.; SA: "Pharmacophore-based design of novel 3-hydroxypyrimidine-2,4-dione subtypes as inhibitors of HIV reverse transcriptase-associated RNase H: Tolerance of a nonflexible linker", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 166, 1 January 1900 (1900-01-01), AMSTERDAM, NL , pages 390 - 399, XP085611007, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2019.01.081
CHAPMAN TIMOTHY M.; WALLACE CLAIRE; GILLEN KEVIN J.; BAKRANIA PREETI; KHURANA PUNEET; COOMBS PETER J.; FOX SIMON; BUREAU EMILIE A.: "N-Hydroxyimides and hydroxypyrimidinones as inhibitors of the DNA repair complex ERCC1 ", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 25, no. 19, 14 August 2015 (2015-08-14), Amsterdam NL , pages 4104 - 4108, XP029264268, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2015.08.024
TANG JING, MADDALI KASTHURAIAH, DREIS CHRISTINE D., SHAM YUK Y., VINCE ROBERT, POMMIER YVES, WANG ZHENGQIANG: "6-Benzoyl-3-hydroxypyrimidine-2,4-diones as dual inhibitors of HIV reverse transcriptase and integrase", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM NL, vol. 21, no. 8, 1 April 2011 (2011-04-01), Amsterdam NL , pages 2400 - 2402, XP093035020, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2011.02.069
Attorney, Agent or Firm:
HIROTA, Masanori (JP)
Download PDF: